(7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29⁽¹⁾,3,27(1,4)-tetrabenzenanonacosaphane-1⁴,29⁴-dicarboxylate

Base Information

• Chemical Name: (7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29⁽¹⁾,3,27(1,4)-tetrabenzenanonacosaphane-1⁴,29⁴-dicarboxylate
• CAS No.: 276241-97-5
• Molecular Formula: C₇₅H₈₅N₉O₁₄
• Molecular Weight: 1336.55
• Mol file: 276241-97-5.mol

Synonyms:(7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29⁽¹⁾,3,27(1,4)-tetrabenzenanonacosaphane-1⁴,29⁴-dicarboxylate

Chemical Property of (7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29⁽¹⁾,3,27(1,4)-tetrabenzenanonacosaphane-1⁴,29⁴-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29⁽¹⁾,3,27(1,4)-tetrabenzenanonacosaphane-1⁴,29⁴-dicarboxylate

There total 7 articles about (7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29⁽¹⁾,3,27(1,4)-tetrabenzenanonacosaphane-1⁴,29⁴-dicarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

(S)-2-Amino-N-[6-((S)-2-amino-3-phenyl-propionylamino)-pyridin-2-yl]-3-phenyl-propionamide; compound with trifluoro-acetic acid + (7S)-14-Methoxycarbonyl-7-tert-butoxycarbonylamino-6-oxo-5-aza-1(1),3(1,4)-dibenzenanonaphane-9-carboxylic acid (276241-96-4) → (7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29(1),3,27(1,4)-tetrabenzenanonacosaphane-14,294-dicarboxylate (276241-97-5)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 18h;

DOI:10.1039/a908090b

Reference yield:

N-α-(t-butoxycarbonyl)-L-glutamic γ-allyl ester (132286-79-4,259221-91-5) → (7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29(1),3,27(1,4)-tetrabenzenanonacosaphane-14,294-dicarboxylate (276241-97-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / DCC; HOBT; ethyl diisopropyl amine / dimethylformamide / 24 h / 20 °C

2: 95 percent / pyrrolidine; PPh₃ / Pd(PPh₃)4 / CH₂Cl₂ / 0.5 h

3: 71 percent / ethyl diisopropyl amine; PyBOP / dimethylformamide / 18 h / 50 °C

With pyrrolidine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: dealkylation / 3: Acylation;

DOI:10.1039/a908090b

Reference yield:

4-(4-Aminomethyl-benzyl)-benzoic acid methyl ester; hydrochloride → (7S,12S,18S,23S)-Dimethyl 12,18-dibenzyl-7,23-bis(tert-butoxycarbonylamino)-6,10,13,17,20,24-hexaoxo-5,11,14,16,19,25-hexaaza-15(2,6)-pyridina-1,29(1),3,27(1,4)-tetrabenzenanonacosaphane-14,294-dicarboxylate (276241-97-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / DCC; HOBT; ethyl diisopropyl amine / dimethylformamide / 24 h / 20 °C

2: 95 percent / pyrrolidine; PPh₃ / Pd(PPh₃)4 / CH₂Cl₂ / 0.5 h

3: 71 percent / ethyl diisopropyl amine; PyBOP / dimethylformamide / 18 h / 50 °C

With pyrrolidine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: dealkylation / 3: Acylation;

DOI:10.1039/a908090b

upstream raw materials:

(7S)-1⁴-Methoxycarbonyl-7-tert-butoxycarbonylamino-6-oxo-5-aza-1⁽¹⁾,3(1,4)-dibenzenanonaphane-9-carboxylic acid

2.6-diaminopyridine

N-tert-butoxycarbonyl-L-phenylalanine

N-α-(t-butoxycarbonyl)-L-glutamic γ-allyl ester